GB1089483A - Improvements in or relating to 4h-benzo(4,5)cyclohepta (1,2-b) thiophene derivatives - Google Patents
Improvements in or relating to 4h-benzo(4,5)cyclohepta (1,2-b) thiophene derivativesInfo
- Publication number
- GB1089483A GB1089483A GB3355/65A GB335565A GB1089483A GB 1089483 A GB1089483 A GB 1089483A GB 3355/65 A GB3355/65 A GB 3355/65A GB 335565 A GB335565 A GB 335565A GB 1089483 A GB1089483 A GB 1089483A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- cyclohepta
- benzo
- acid
- thiophen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/78—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
- C07D333/80—Seven-membered rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Novel compounds of Formula I <FORM:1089483/C2/1> in which R1 signifies a hydrogen, chlorine or bromine atom, and Z signifies -CH = CH- or -CH2CH2-, and their acid addition salts, are prepared by hydrolysing a compound of Formula IV <FORM:1089483/C2/2> and, if required, reacting the resulting compound with an organic or inorganic acid. The urethanes of Formula IV are made by reacting a 4 - (3 - dimethylaminopropylidene) - 4H - benzo - [4,5] - cyclohepta[1,2-b]thiophene of Formula II <FORM:1089483/C2/3> with a chloroformic acid ester ClCOOR2. Compounds of Formula II can be made by condensing 2-thenyl-diethylphosphonate with an o-phthalaldehydic acid, reducing the resulting 2 - [2 - (2 - thienyl) - vinyl] - benzoic acid, and subjecting the 2 - [2 - (2 - thienyl) - ethyl] - benzoic acid obtained to an intramolecular ring closure to give a 9,10-dihydro-4H -benzo[4,5]cyclohepta-[1,2-b]thiophen-4-one which may be dehydrogenated, the 4H-benzo[4,5]cyclohepta[1,2-b]-thiophen-4-one of Formula V <FORM:1089483/C2/4> reacted with a 3-dimethylaminopropyl-magnesium halide and the resulting 4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ol derivative treated with an agent for removing water. Therapeutic compositions useful in the treatment of neurotic, psychotic and psychosomatic disorders, and which may be administered enterally or parenterally comprise as active ingredient a compound of Formula I above and/or and acid addition salt thereof.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH127564A CH440321A (en) | 1964-02-04 | 1964-02-04 | Process for the preparation of new heterocyclic compounds |
| CH1324664 | 1964-10-13 | ||
| CH806165A CH473138A (en) | 1964-02-04 | 1965-06-09 | Process for the preparation of new 9,10-dihydro-4H-benzo (4,5) cyclohepta (1,2-b) thiophene derivatives |
| CH1519165A CH473146A (en) | 1964-02-04 | 1965-11-03 | Process for the preparation of new 4H-Benzo (4,5) cyclohepta (1,2-b) thiophene derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1089483A true GB1089483A (en) | 1967-11-01 |
Family
ID=27428140
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3355/65A Expired GB1089483A (en) | 1964-02-04 | 1965-01-26 | Improvements in or relating to 4h-benzo(4,5)cyclohepta (1,2-b) thiophene derivatives |
| GB47266/66A Expired GB1159480A (en) | 1964-02-04 | 1966-10-21 | 4H-Benzo[4,5]Cyclohepta[1,2-b]-Thiophene Derivatives |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB47266/66A Expired GB1159480A (en) | 1964-02-04 | 1966-10-21 | 4H-Benzo[4,5]Cyclohepta[1,2-b]-Thiophene Derivatives |
Country Status (12)
| Country | Link |
|---|---|
| BE (2) | BE659178A (en) |
| BR (2) | BR6566936D0 (en) |
| CH (2) | CH473138A (en) |
| DE (2) | DE1238040B (en) |
| ES (1) | ES332985A2 (en) |
| FI (1) | FI42216B (en) |
| FR (4) | FR1441486A (en) |
| GB (2) | GB1089483A (en) |
| IL (1) | IL22905A (en) |
| NL (2) | NL125442C (en) |
| OA (1) | OA01524A (en) |
| SE (1) | SE306323B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU195800B (en) * | 1983-10-13 | 1988-07-28 | Sandoz Ltd | Process for producing 4h-benzo/4,5/cylopenta/1,2-b/ thiofene derivatives and pharmaceutical compositions containing them |
| JP5116928B2 (en) | 1999-09-13 | 2013-01-09 | ブリッジ ファーマ、インコーポレイテッド | Optically active isomers of ketotifen and its therapeutically effective metabolites |
-
1965
- 1965-01-26 GB GB3355/65A patent/GB1089483A/en not_active Expired
- 1965-01-28 OA OA51413A patent/OA01524A/en unknown
- 1965-01-29 NL NL6501154A patent/NL125442C/xx active
- 1965-02-01 DE DES95277A patent/DE1238040B/en active Pending
- 1965-02-02 FR FR4164A patent/FR1441486A/en not_active Expired
- 1965-02-02 FI FI0244/65A patent/FI42216B/fi active
- 1965-02-02 BE BE659178A patent/BE659178A/xx unknown
- 1965-02-03 IL IL22905A patent/IL22905A/en unknown
- 1965-02-03 SE SE1405/65A patent/SE306323B/xx unknown
- 1965-02-04 BR BR166936/65A patent/BR6566936D0/en unknown
- 1965-04-30 FR FR15304A patent/FR4369M/fr not_active Expired
- 1965-06-09 CH CH806165A patent/CH473138A/en unknown
- 1965-08-09 NL NL6510326A patent/NL6510326A/xx unknown
- 1965-08-09 BE BE668052A patent/BE668052A/xx unknown
- 1965-08-10 FR FR27925A patent/FR91208E/en not_active Expired
- 1965-11-03 CH CH1519165A patent/CH473146A/en unknown
-
1966
- 1966-10-21 GB GB47266/66A patent/GB1159480A/en not_active Expired
- 1966-10-28 DE DE19661620420 patent/DE1620420A1/en active Pending
- 1966-10-31 BR BR184229/66A patent/BR6684229D0/en unknown
- 1966-11-02 FR FR82202A patent/FR92121E/en not_active Expired
- 1966-11-02 ES ES332985A patent/ES332985A2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES332985A2 (en) | 1968-03-16 |
| FR1441486A (en) | 1966-06-10 |
| CH473146A (en) | 1969-05-31 |
| SE306323B (en) | 1968-11-25 |
| DE1620420A1 (en) | 1970-03-12 |
| CH473138A (en) | 1969-05-31 |
| GB1159480A (en) | 1969-07-23 |
| NL6501154A (en) | 1965-08-05 |
| BE668052A (en) | 1966-02-09 |
| FI42216B (en) | 1970-03-02 |
| NL6510326A (en) | 1966-12-12 |
| NL125442C (en) | 1968-06-17 |
| OA01524A (en) | 1969-07-21 |
| FR4369M (en) | 1966-08-22 |
| BR6566936D0 (en) | 1973-08-14 |
| DE1238040B (en) | 1967-04-06 |
| FR91208E (en) | 1968-05-03 |
| FR92121E (en) | 1968-09-27 |
| IL22905A (en) | 1969-01-29 |
| BE659178A (en) | 1965-08-02 |
| BR6684229D0 (en) | 1973-12-26 |
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